N-Methylputrescine (BioDeep_00000004980)
Secondary id: BioDeep_00001868790
human metabolite Endogenous natural product
代谢物信息卡片
化学式: C5H14N2 (102.1156924)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(feces) 11.72%
分子结构信息
SMILES: CNCCCCN
InChI: InChI=1S/C5H14N2/c1-7-5-3-2-4-6/h7H,2-6H2,1H3
描述信息
N-Methylputrescine is a byproduct of putrescine (a diamine), via methylation by putrescine N-methyltransferase (PMT; EC 2.1.1.53). N-methylputrescine is able to affect protein synthesis to a small extent in stimulated H-35 hepatoma cells, being an inhibitor of cellular insulin-induced ornithine decarboxylase activity. (PMID: 2051998). Putrescine is related to cadaverine (another polyamine). Both are produced by the breakdown of amino acids in living and dead organisms and both are toxic in large doses. Putrescine and cadaverine are largely responsible for the foul odor of putrefying flesh, but also contribute to the odor of such processes as bad breath and bacterial vaginosis. Putrescine is also found in semen. Putrescine attacks s-adenosyl methionine and converts it to spermidine. Spermidine in turn attacks another s-adenosyl methionine and converts it to spermine. Putrescine is synthesized in small quantities by healthy living cells by the action of ornithine decarboxylase. N-Methylputrescine is a microbial metabolite.
N-Methylputrescine is a byproduct of putrescine (a diamine), via methylation by putrescine N-methyltransferase (PMT; EC 2.1.1.53). N-methylputrescine is able to affect protein synthesis to a small extent in stimulated H-35 hepatoma cells, being an inhibitor of cellular insulin-induced ornithine decarboxylase activity. (PMID: 2051998). Putrescine is related to cadaverine (another polyamine). Both are produced by the breakdown of amino acids in living and dead organisms and both are toxic in large doses. Putrescine and cadaverine are largely responsible for the foul odor of putrefying flesh, but also contribute to the odor of such processes as bad breath and bacterial vaginosis. Putrescine is also found in semen. Putrescine attacks s-adenosyl methionine and converts it to spermidine. Spermidine in turn attacks another s-adenosyl methionine and converts it to spermine. Putrescine is synthesized in small quantities by healthy living cells by the action of ornithine decarboxylase. [HMDB]
同义名列表
数据库引用编号
15 个数据库交叉引用编号
- ChEBI: CHEBI:17166
- KEGG: C02723
- PubChem: 439791
- HMDB: HMDB0003661
- Metlin: METLIN58172
- MetaCyc: CPD-394
- KNApSAcK: C00034611
- foodb: FDB023211
- chemspider: 388845
- CAS: 14475-60-6
- PMhub: MS000017646
- PubChem: 5685
- 3DMET: B01597
- NIKKAJI: J386.707B
- LOTUS: LTS0050047
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
1 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(1)
- Tropane, Piperidine, and Pyridine Alkaloid Biosynthesis:
Hydrogen Ion + N-Methylputrescine + Oxygen ⟶ 1-Methylpyrrolinium + Ammonia + Hydrogen peroxide
PharmGKB(0)
11 个相关的物种来源信息
- 2759 - Eukaryota: LTS0050047
- 9606 - Homo sapiens: -
- 9606 - Homo sapiens: 10.1007/S11306-016-1051-4
- 3398 - Magnoliopsida: LTS0050047
- 4085 - Nicotiana: LTS0050047
- 4097 - Nicotiana tabacum: 10.1016/J.PHYTOCHEM.2006.11.003
- 4097 - Nicotiana tabacum: LTS0050047
- 4070 - Solanaceae: LTS0050047
- 35493 - Streptophyta: LTS0050047
- 58023 - Tracheophyta: LTS0050047
- 33090 - Viridiplantae: LTS0050047
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
文献列表
- She Tang, Yu Wang, Zefeng Li, Yijie Gui, Bingguang Xiao, Jiahua Xie, Qian-Hao Zhu, Longjiang Fan. Identification of wounding and topping responsive small RNAs in tobacco (Nicotiana tabacum).
BMC plant biology.
2012 Feb; 12(?):28. doi:
10.1186/1471-2229-12-28
. [PMID: 22353177] - Tsubasa Shoji, Masataka Kajikawa, Takashi Hashimoto. Clustered transcription factor genes regulate nicotine biosynthesis in tobacco.
The Plant cell.
2010 Oct; 22(10):3390-409. doi:
10.1105/tpc.110.078543
. [PMID: 20959558] - Stefan Biastoff, Wolfgang Brandt, Birgit Dräger. Putrescine N-methyltransferase--the start for alkaloids.
Phytochemistry.
2009 Oct; 70(15-16):1708-18. doi:
10.1016/j.phytochem.2009.06.012
. [PMID: 19651420] - Guoyin Kai, Yan Zhang, Junfeng Chen, Li Li, Xiangming Yan, Ran Zhang, Pan Liao, Xuan Lu, Wei Wang, Genyu Zhou. Molecular characterization and expression analysis of two distinct putrescine N-methyltransferases from roots of Anisodus acutangulus.
Physiologia plantarum.
2009 Feb; 135(2):121-9. doi:
10.1111/j.1399-3054.2008.01178.x
. [PMID: 19055544] - Akira Katoh, Tsubasa Shoji, Takashi Hashimoto. Molecular cloning of N-methylputrescine oxidase from tobacco.
Plant & cell physiology.
2007 Mar; 48(3):550-4. doi:
10.1093/pcp/pcm018
. [PMID: 17283012] - Lei Zhang, Bin Yang, Beibei Lu, Guoyin Kai, Zinan Wang, Yang Xia, Ruxian Ding, Hanming Zhang, Xiaofen Sun, Wansheng Chen, Kexuan Tang. Tropane alkaloids production in transgenic Hyoscyamus niger hairy root cultures over-expressing putrescine N-methyltransferase is methyl jasmonate-dependent.
Planta.
2007 Mar; 225(4):887-96. doi:
10.1007/s00425-006-0402-1
. [PMID: 17004056] - William G Heim, Katie A Sykes, Sherry B Hildreth, Jian Sun, Rong-He Lu, John G Jelesko. Cloning and characterization of a Nicotiana tabacum methylputrescine oxidase transcript.
Phytochemistry.
2007 Feb; 68(4):454-63. doi:
10.1016/j.phytochem.2006.11.003
. [PMID: 17174363] - Olaf Stenzel, Michael Teuber, Birgit Dräger. Putrescine N-methyltransferase in Solanum tuberosum L., a calystegine-forming plant.
Planta.
2006 Jan; 223(2):200-12. doi:
10.1007/s00425-005-0077-z
. [PMID: 16088399] - Bingfang Xu, Michael Timko. Methyl jasmonate induced expression of the tobacco putrescine N -methyltransferase genes requires both G-box and GCC-motif elements.
Plant molecular biology.
2004 Jul; 55(5):743-61. doi:
10.1007/s11103-004-1962-8
. [PMID: 15604714] - Elisabeth Moyano, Silvia Fornalé, Javier Palazón, Rosa M Cusidó, Nello Bagni, M Teresa Piñol. Alkaloid production in Duboisia hybrid hairy root cultures overexpressing the pmt gene.
Phytochemistry.
2002 Apr; 59(7):697-702. doi:
10.1016/s0031-9422(02)00044-4
. [PMID: 11909625] - K Niemi, H Häggman, T Sarjala. Effects of exogenous diamines on the interaction between ectomycorrhizal fungi and adventitious root formation in Scots pine in vitro.
Tree physiology.
2002 Apr; 22(6):373-81. doi:
10.1093/treephys/22.6.373
. [PMID: 11960762] - . .
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. [PMID: 18567891]